Penn Yan Vacations from $556
Book a Hotel + Flight or Car together to unlock savings
Your Penn Yan Vacation
When a city escape is calling your name, answer it with a Penn Yan vacation package. With all your travel needs in order before you leave, all you have to do here is focus on having a ball. If a sightseeing tour is on the agenda during your trip to Penn Yan, swing by major attractions like Keuka Lake Outlet Trail, The Windmill Farm & Craft Market and Keuka College. Whoever you're taking time off with and whatever the size of your budget, your dream Penn Yan vacation is just a few clicks away with Expedia.
The Latest Penn Yan vacation packages
Price found within the past 48 hours. Click for updated prices.
Colonial Inn & Creamery
$643
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Ithaca (ITH)
7.6/10 Good! (681 reviews)
Great location, okay room. Pretty clean but some maintenance issues (for example, outlet/switchplate next to bathroom sink wasn’t anchored and pulled out when unplugging hair dryer, only heat source was an electric radiator). Tiny shower, comfortable bed.
Reviewed on Oct 6, 2026
Stay near popular Penn Yan attractions
Photo by Shannon Willitts
Fox Run Vineyards
9.4/10 (55 reviews)
This Finger Lakes estate crafts award-winning wines using sustainable practices on Seneca Lake's western shore. Sample their diverse vintages, then enjoy locally-sourced dishes at the café with vineyard views.
Keuka Lake Outlet Trail
9.6/10 (57 reviews)
Follow the historic Keuka Lake Outlet Trail through old mill remnants and stunning waterfalls. Hike or bike this 6.7-mile path connecting Penn Yan to Dresden while discovering the Finger Lakes' industrial past.
The Windmill Farm & Craft Market
8.8/10 (64 reviews)
This sprawling Finger Lakes marketplace showcases over 175 shops with handcrafted treasures and local delicacies. Wander tree-lined paths between April and November to meet artisans and sample regional specialties.
Arts Center of Yates County
9.8/10 (9 reviews)
The Arts Center of Yates County showcases fine art, jewelry, and pottery from local artists. Explore diverse exhibits or join creative workshops in this cultural hub of the Keuka art community.
Prejean Winery
9.8/10 (16 reviews)
This family-owned Finger Lakes winery crafts award-winning European-style wines in a picturesque setting. Savor a tasting in their garden gazebo or enjoy a bottle with a leisurely picnic on the grounds.
Torrey Ridge Winery
9.4/10 (23 reviews)
Sample the diverse wines, meads, and ciders at Torrey Ridge while taking in panoramic Seneca Lake views. Enjoy a tasting on the second-floor balconies for the most spectacular vineyard vistas.
Oliver House Museum
9.8/10 (7 reviews)
This elegant 1852 Italianate mansion showcases Yates County history and the legacy of the "Publick Universal Friend." Explore six period rooms with original Victorian furnishings and fascinating Native American exhibits.
What to do in Penn Yan
Curated Wine Tasting Tour with Mexican Food Experience
$475
per adult
Penn Yan Hotel Deals
Microtel by Wyndham Penn Yan Finger Lakes Region
124 Elm St Penn Yan NY
Fully refundableReserve now, pay when you stay
$75 nightly
$84 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Plus Vineyard Inn & Suites
142 Lake St Penn Yan NY
Fully refundableReserve now, pay when you stay
$90 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (1,000 reviews)
"The hotel and grounds were so well taken care of, it was a delight to stay there! The staff was mostly friendly and the location was close to downtown attractions. My biggest complaint is there's only one elevator and it's at the far end of the corridor, not centrally located. You get a bit of a ..."
Reviewed on Oct 4, 2026
Hampton Inn Penn Yan
110 Mace Street Penn Yan NY
Fully refundableReserve now, pay when you stay
$77 nightly
$86 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Great hotel! Location is great as well. We brought our dog and the property was perfect for her; plenty of space to walk and it was very clean. The room was great for all of us. Overall it was a great stay. The breakfast was tasty too."
Reviewed on Oct 6, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Penn Yan Vacation Packages
Penn Yan Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 5,000 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Keuka Lake State Park, Fox Run Vineyards and Hermann J. Wiemer Vineyard |
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Frequently asked questions
What are the top things to do in Penn Yan?
Penn Yan, an outdoor and nature destination, offers a variety of activities centered around its beautiful lakes and vineyards for your Penn Yan vacation:Browse and book things to do in Penn Yan on Expedia.
How can I save money on a Penn Yan vacation package?
When you bundle, you can save up to 30%*. To save money on a Penn Yan package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Penn Yan, or is public transport enough?
For Penn Yan vacation packages with flights, a rental car is highly recommended for exploring this outdoor and nature destination. Attractions like Keuka Lake, about 11 miles from central Penn Yan, and various vineyards are spread out, making a car essential for flexibility. While some hotels like Los Gatos Bed & Breakfast and Microtel by Wyndham Penn Yan Finger Lakes Region offer airport shuttle services, these typically cover transfers to and from Buffalo Niagara International Airport (BUF), Greater Rochester International Airport (ROC), Syracuse Hancock International Airport (SYR), Ithaca Tompkins Regional Airport (ITH), or Elmira - Corning Regional Airport (ELM). A car offers the most flexibility to visit the scenic views and outdoor activities that Penn Yan is known for during your Penn Yan vacation package.
Are Penn Yan vacation package hotels conveniently located?
Penn Yan vacation package hotels offer convenient access to the town center and nearby natural attractions. For instance, Hampton Inn Penn Yan, rated 9 out of 10, is about 1 mile from central Penn Yan and features an indoor pool and free breakfast, with travelers highlighting its super clean rooms and fantastic location. Best Western Plus Vineyard Inn & Suites, also rated 9 out of 10, is about a 5-minute walk from central Penn Yan and offers an indoor pool and hot tub, praised by travelers for its spacious rooms and great location. For a more private stay, Los Gatos Bed & Breakfast, rated 9.4 out of 10, is about 2 miles from central Penn Yan and provides free breakfast and free WiFi, with travelers often praising the great staff and good breakfast. These options provide a comfortable base for exploring Penn Yan and the surrounding Finger Lakes region.
Can I change or cancel my Penn Yan vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Penn Yan vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Penn Yan vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Penn Yan vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Penn Yan?
To find last-minute vacation packages to Penn Yan, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Penn Yan vacation packages?
Free cancellation on a Penn Yan vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Penn Yan vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Penn Yan getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Penn Yan vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.